Town of Windham Rentals
From $716 per night (USD)VRBO
Luxe Windham - Hot Tub, Views, Firepit, Peloton - 5min to Mountain!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Windham Crest, your modern mountain escape. Tucked into the trees just minutes from Windham Mountain, this l ...
From $716 per night (USD)VRBO
From $298 per night (USD)Expedia
3 Mi to Windham Mountain: Pet-Friendly Apt w/ Yard
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Near Hiking & Biking Trails | Patio w/ Views | Quiet Surroundings Experience mountain magic and small-town charm at its ...
From $298 per night (USD)Expedia
From $633 per night (USD)VRBO
Windham Alpine Ski Lodge - Fire place and Ski Slope views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bright, window-filled alpine chalet with panoramic ski-slope views, a crackling fireplace, and peaceful woodland surroun ...
From $633 per night (USD)VRBO
From $689 per night (USD)VRBO
SaltBox Lodge: Windham | Privacy | Family Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: SaltBox Lodge is an enchanting 4 bed, 3 bath mountain cabin under 3hrs from NYC, just 6 mins from Windham Moun ...
From $689 per night (USD)VRBO
From $454 per night (USD)VRBO
Windham Mountain Condo with Deck & Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to your cozy Windham mountain escape, perfectly located just 1 mile from Windham Mountain. This inviti ...
From $454 per night (USD)VRBO
From $746 per night (USD)Expedia
Modern Mountain Retreat: 4-bedroom house near Windham ski resort
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 18
Welcome to this adorable house in Windham. With four bedrooms featuring 2 king beds, three queen beds, and a cozy bunk b ...
From $746 per night (USD)Expedia
From $681 per night (USD)VRBO
Spacious 4-bedroom house in tranquil Windham with AC big deck and fire pit BBQ
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Your Windham adventure begins at this fabulous 4-bedroom house. Inside, guests find a welcoming space featuring one king ...
From $681 per night (USD)VRBO
From $1043 per night (USD)Expedia
NEW LISTING! Heated Pool + Sauna + Hot Tub + Game Room + Jungle Gym + Fire Pit
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 18
★ Seasonal Heated Pool* ★ Hot Tub ★ Electric Sauna ★ Mini Golf ★ Fire Pit ★ 3 Arcades ★ Air Hockey ★ Shuffleboard ★ Foos ...
From $1043 per night (USD)Expedia
From $401 per night (USD)VRBO
Windham Ski and Country Mountainside home with view of the beautiful mountains.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Charming high ranch with handicap accessibility, very clean, fully furnished. Huge wrap around deck with barbeque. Bar ...
From $401 per night (USD)VRBO
From $654 per night (USD)Expedia
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Consider this townhome your home away from home while you visit Windham. This excellent property features 2 bedrooms, in ...
From $654 per night (USD)Expedia
From $847 per night (USD)VRBO
Beautiful 5 Bedroom House located in the heart of Windham Mountain.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 14
Windham Mountain and the Catskills are waiting for you at this beautiful, rustic and elegant 5 bedroom, 2- 1/2 bathroom ...
From $847 per night (USD)VRBO
From $1126 per night (USD)VRBO
Escape to our secluded designer lodge with outdoor hot tub and fireplace
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Escape to this designer 4 br/3 bath lodge with outdoor hot tub and fireplace on a private drive, bordered by 20k acres o ...
From $1126 per night (USD)VRBO
From $566 per night (USD)VRBO
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wake up to mountain views & end your day under the stars in your private hot tub-a perfect Windham escape! This 3BR, 2BA ...
From $566 per night (USD)VRBO
From $975 per night (USD)Expedia
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views | Windham Mountain House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Windham Mountain House by AvantStay! Tucked into the rolling Catskill Mountains, The Windham Mountain Ho ...
From $975 per night (USD)Expedia
From $565 per night (USD)VRBO
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
→ Hot tub, fire pit & indoor fireplace → Mountain views, pond + private road → 1st-level bedroom with ensuite → Dome Hoc ...
From $565 per night (USD)VRBO
From $279 per night (USD)VRBO
Modern Cozy Townhome in Windham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Get ready to relax in this 2-bedroom townhome in Windham. The space features a king bed and a cozy bunk bed, perfect for ...
From $279 per night (USD)VRBO
From $760 per night (USD)VRBO
Modern Mountain View Chalet in Windham
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this brand new luxurious modern chalet with sleek design, open spaces, and gorgeous mountain views, minutes fr ...
From $760 per night (USD)VRBO
From $920 per night (USD)Expedia
Spacious 5-bedroom house in delightful Windham with Stunning View of Ski Area
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Located at the West end of Main Street. Guest get all the convenience of being in the Town of Windham while having comp ...
From $920 per night (USD)Expedia
From $767 per night (USD)VRBO
8 Bedroom Mountain Retreat with Barrel Sauna close to Windham & Hunter Mountains
- Bedrooms:
- 3
- Bathrooms:
- 8
- Sleeps:
- 16
Large 8 Bedroom, 4 Bathroom house with a giant living room with a bar, fuseball and fireplace. The house sits on 7 acres ...
From $767 per night (USD)VRBO
From $327 per night (USD)VRBO
Windham MtView House•2 Mins to slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Windham, this charming house offers guests a fabulous retreat. With three bathrooms, everyone can enjoy comfo ...
From $327 per night (USD)VRBO
From $559 per night (USD)VRBO
Hyttå, Cozy Nordic Retreat, Hot Tub, Clubhouse, Wifi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Hyttå is a private, Scandinavian-inspired mountain retreat set on 6 wooded acres, offering complete privacy just 6 minut ...
From $559 per night (USD)VRBO
From $1691 per night (USD)Expedia
Ski in / Ski out - Spacious 4-bedroom townhome in Windham
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Get ready to relax in this slope-side 4-bedroom townhome in Windham, perfectly situated at the base of the mountain. In ...
From $1691 per night (USD)Expedia
From $551 per night (USD)VRBO
Perfect 4-bedroom luxury home in Windham with outdoor firepit and hot tub.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Make yourself at home in this 4-bedroom Windham house. The space features a king bed, two queen beds, and two twin beds, ...
From $551 per night (USD)VRBO
From $408 per night (USD)VRBO
Exceptional warm&cozy TWNH with hot tub&fireplace and customize stays in Windham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Unwind in Windham at this charming townhome. With two bedrooms featuring a king bed, two trundle , and a twin over queen ...
From $408 per night (USD)VRBO
From $878 per night (USD)VRBO
Carrotflower Farmhouse - Ski Views, Walk to Town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Carrotflower Farmhouse is a 5 bed, 4.5 bath farmhouse with a separate guest cottage just 2.5 hrs to NYC & a 15 ...
From $878 per night (USD)VRBO
From $385 per night (USD)Expedia
Catskills Retreat - 3Br with 3 En Suites - Near Windham & Wedding Venues
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Catskills Retreat Near Windham Escape to our beautifully renovated Catskills retreat, designed for unforgettable mounta ...
From $385 per night (USD)Expedia
From $457 per night (USD)VRBO
Cozy Windham Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our cozy getaway! Enjoy easy access to some of the best skiing in New York, just a 5 minute car ride to Windh ...
From $457 per night (USD)VRBO
From $794 per night (USD)Expedia
Le View Chalet- HotTub, Sauna, Fire Pit, Geodome
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 14
Summary: **The heated Pool is open from June through end of September** Stay at our spanning mountain view chalet, j ...
From $794 per night (USD)Expedia
From $555 per night (USD)VRBO
Pines Vignette • Modern 3BR Home in Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Pines Vignette, a bright, modern home designed for comfort, light, and connection to its natural surroundings ...
From $555 per night (USD)VRBO
From $1140 per night (USD)VRBO
The Makely House - Hot Tub + Great for Families!
- Bedrooms:
- 6
- Bathrooms:
- 7
- Sleeps:
- 15
Summary: The Makely House is a 7 bed, 6.5 bath retreat under 3 hrs from NYC, 4 minutes to Windham Mountain & within eas ...
From $1140 per night (USD)VRBO
From $313 per night (USD)VRBO
WindhamWay MainStreet Retreat/ 5 minutes to the Slopes/SAUNA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the heart of Windham Village on the Main Street, WindhamWay Condo with the old charm meets the modern comfort ...
From $313 per night (USD)VRBO
From $681 per night (USD)Expedia
Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Windmont, Windham's exclusive gated community, where luxury living meets the serenity of a private, thousand- ...
From $681 per night (USD)Expedia